Wintergreen Homes

• 

  

  

  /48

  Est $583,630 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,713 Sq Ft

  827 Blue Ridge Dr, Roseland, VA 22967

  827 Blue Ridge Dr, Roseland, VA 22967
• 

  

  

  /42

  $34,500

  • Land
  • 0.44 Acre
  • $78,409 per Acre

  107 Chestnut Ln, Roseland, VA 22967

  What a wonderful setting for your dream mountain home! This vacant lot is situated at the end of a quiet cul-de-sac, offering privacy and a generous street frontage. The expansive frontage allows for a beautifully curved driveway with convenient parking in front of your future home. Featuring a natural slope, this lot is ideally suited for a two-story design, maximizing both space and scenic

  Dima Holmes WINTERGREEN REALTY, LLC

  107 Chestnut Ln, Roseland, VA 22967
• 

  

  

  /51

  $539,500 Sold Apr 16, 2025

  • 1,430 Sq Ft
  • $377/SF
  • 4 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  1472 Ledges, Wintergreen Resort, VA 22967

  Are you searching for the perfect top-floor condo that offers not only the best views of Wintergreen but also the modern comforts of an updated living space? Your search ends here! This spacious 3-bedroom, 3-bathroom condo has everything you’ve been looking for and more. Imagine waking up every morning to panoramic views of the majestic mountains and sweeping valley below—views that stretch as

  Dima Holmes WINTERGREEN REALTY, LLC

  1472 Ledges, Wintergreen Resort, VA 22967
• 

  

  

  /50

  Est $670,746 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,890 Sq Ft

  127 Valley View Ln, Roseland, VA 22967

  127 Valley View Ln, Roseland, VA 22967
• 

  

  

  /27

  $182,000

  • 1 Bed
  • 1 Bath
  • 615 Sq Ft

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967

  Step into a beautifully transformed contemporary condo where heated floors throughout create ultimate comfort. Located in one of the most sought-after mountain destinations, this fully renovated 1-bed, 1-bath gem offers everything you need for year-round enjoyment?whether you?re seeking the perfect weekend escape or an investment property. Relax after a day of outdoor adventure with the luxury

  TODD MORGAN HOWARD HANNA ROY WHEELER REALTY - CHARLOTTESVILLE

  2225 Tanners Ridge Condos, Wintergreen Resort, VA 22967
• 

  

  /52

  $515,000 Sold Apr 11, 2025

  • 2,878 Sq Ft
  • $179/SF
  • 11 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1984

  19 Blue Flint Ln, Wintergreen Resort, VA 22967

  Discover this charming custom built 4 bedroom, 4 bath home, perfectly situated on a quiet cul-de-sac just 2 miles from the Wintergreen Resort Spa and Tennis, and only 0.8 miles further to the renowned ski slopes. This home combines the tranquility of a remote location with the convenience of resort amenities, making it the perfect mountain getaway. The property features a stunning side and back

  Kristin Sorokti NEST REALTY GROUP

  19 Blue Flint Ln, Wintergreen Resort, VA 22967
• 

  

  /12

  Est $175,920 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  476 Three Ridges, Wintergreen Resort, VA 22967

  476 Three Ridges, Wintergreen Resort, VA 22967
• 

  

  /20

  $55,000

  • Land
  • 0.43 Acre
  • $127,907 per Acre

  95 Hanging Rock Ln, Roseland, VA 22967

  A nature lover’s dream, this exceptional 0.42-acre lot offers unparalleled access to the Upper Shamokin Gorge and Upper Shamokin Falls trails—hiking is literally in your backyard! While the property provides quick and easy trail access, it is set back enough to ensure privacy from foot traffic. The nearby Shamokin Springs can be seen from the homesite, and their soothing sounds create a tranquil

  Dima Holmes WINTERGREEN REALTY, LLC

  95 Hanging Rock Ln, Roseland, VA 22967
• 

  

  /53

  $549,000 Sold Apr 07, 2025

  • 1,482 Sq Ft
  • $370/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  947 Diamond Hill Condos, Wintergreen Resort, VA 22967

  One of the nicest top-floor, 3-bedroom condos on the slopes at Wintergreen. Short walk to restaurants and shops. Sit on your deck and listen to Wintergreen Music Festival in July or watch fireworks on the holidays. This condo is a true ski in and ski out and a quiet top floor location. In addition to being slope side and walking distance to shops and restaurants at The Mountain Inn it has

  Tim Merrick WINTERGREEN REALTY, LLC

  947 Diamond Hill Condos, Wintergreen Resort, VA 22967
• 

  

  /29

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,013 Sq Ft

  11 Dripping Rock Ln, Wintergreen, VA 22958

  11 Dripping Rock Ln, Wintergreen, VA 22958
• 

  

  /55

  $673,000

  • 3 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  102 Devils Knob Loop, Roseland, VA 22967

  BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full

  STEVE MARIANELLA WINTERGREEN REALTY, LLC

  102 Devils Knob Loop, Roseland, VA 22967
• 

  

  /43

  $249,000 Sold Apr 04, 2025

  • 972 Sq Ft
  • $256/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  801 Laurelwood Condos, Wintergreen Resort, VA 22967

  Ready for your own spot to Get Away, Relax and Enjoy the many Resort Activities Wintergreen Mountain has to offer? If so...this is YOUR spot! Whether you just want to have some Winter Fun or Hibernate, Consider this Comfortable Condo. Features include favored location in well kept Laurelwood Community with private swimming pool. Hiking trails nearby as well as ski slopes. Firewood provided by

  Sandy Huffman LONG & FOSTER REAL ESTATE INC STAUNTON/WAYNESBORO

  801 Laurelwood Condos, Wintergreen Resort, VA 22967
• 

  

  /29

  Est $263,589 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  2128 Fairway Woods, Roseland, VA 22967

  2128 Fairway Woods, Roseland, VA 22967
• 

  

  /13

  $55,000

  • Land
  • 0.42 Acre
  • $130,952 per Acre

  82 Pedlars Edge Dr, Wintergreen Resort, VA 22967

  Nice, gently sloping homesite located at a short walk to the ski slopes and offering mountain views six months of the year. The property borders hundreds of acres of open space on the back for nice privacy. Step away from the back porch, and with a short walk through the woods, you can access one of Wintergreen's official hiking trails. Several other hiking trails are located within a short walk

  Dima Holmes WINTERGREEN REALTY, LLC

  82 Pedlars Edge Dr, Wintergreen Resort, VA 22967
• 

  

  /11

  $145,000 Sold Apr 03, 2025

  • 405 Sq Ft
  • $358/SF
  • 49 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1977

  235 Timbers Condos, Wintergreen Resort, VA 22967

  Rarely on market,this highly sought after ski in ski out, first floor, studio condo with mountain views is just steps away from shops and restaurants around the Mountain Inn. Enjoy sunrises, concerts, festivals and fireworks from the comfort of your deck. This property boasts one of the lowest HOA fees on the mountain; although it has not been rented by the current owners, it has a successful

  PAUL HESS WINTERGREEN REALTY, LLC

  235 Timbers Condos, Wintergreen Resort, VA 22967
• 

  

  /48

  Est $835,307 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,319 Sq Ft

  78 Split Rock Trail, Roseland, VA 22967

  78 Split Rock Trail, Roseland, VA 22967
• 

  

  /15

  $69,000

  • Land
  • 0.99 Acre
  • $69,697 per Acre

  107 Firtree Dr, Rockfish, VA 22967

  Fantastic wooded, one-acre homesite waiting for your dream home. Location is perfect as you can walk to the Mountain Village and Ski slopes or step out of your back door and hop on the Wintergreen hiking trail network. Nice common area behind the homesite provides wooded privacy. First on, First off the mountain adds to the convenience of heading to Stoney Creek or to the infamous Nelson 151

  Robert Craig WINTERGREEN REALTY, LLC

  107 Firtree Dr, Rockfish, VA 22967
• 

  

  /59

  $599,500 Sold Apr 01, 2025

  • 2,102 Sq Ft
  • $285/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  75 Bear Run, Wintergreen Resort, VA 22967

  This charming golf course home has been the vacation residence for the owners since it was built. It has never been rented out and is in immaculate condition. The property has been carefully maintained over the years, featuring major renovations such as a new HVAC system (with a propane furnace), a new roof, an asphalt driveway, and a renovated kitchen, primary bathroom, and guest bathroom, as

  Dima Holmes WINTERGREEN REALTY, LLC

  75 Bear Run, Wintergreen Resort, VA 22967
• 

  

  /29

  Est $451,002 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,263 Sq Ft

  24 Trillium Close, Wintergreen Resort, VA 22967

  24 Trillium Close, Wintergreen Resort, VA 22967
• 

  

  /35

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  38 Firtree Dr, Wintergreen Resort, VA 22967

  Just in time for ski season, this cozy home has been newly renovated with a new kitchen, new flooring, paved driveway, fresh paint and new windows as well as other features. The winding entry stairs and stone walls from a previous renovation are still there for mountain charm. Lots of windows and height give the feeling of living in the treetops as well as providing height for views. Located

  K.T. LYNN WINTERGREEN REALTY, LLC

  38 Firtree Dr, Wintergreen Resort, VA 22967
• 

  

  /58

  $670,000 Sold Mar 31, 2025

  • 2,814 Sq Ft
  • $238/SF
  • 52 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  126 N Forest Dr, Wintergreen Resort, VA 22967

  This is the ultimate cabin built by Mennonite craftsmen on one of the most private and special home sites on the Devils Knob Golf Course. The lot is covered in the summer, adjacent to the 17th green by a forest of ferns that are over 1000 years old. It is a short walk to restaurants, tennis complex, golf club house, Wintergreen Spa, exercise area, pools and hot tubs, and cosmetology services. It

  Tim Merrick WINTERGREEN REALTY, LLC

  126 N Forest Dr, Wintergreen Resort, VA 22967
• 

  

  /14

  Est $142,582 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  180 Mountain Inn Condos, Roseland, VA 22967

  180 Mountain Inn Condos, Roseland, VA 22967
• 

  

  /4

  $28,000

  • Land
  • 0.38 Acre
  • $73,684 per Acre

  25 Stony Cove Ln, Roseland, VA 22967

  Great value for an easy to build on homesite with nice privacy and close to hiking trails and the GW National Forest. Located at the end of a quiet cut-de-sac this lot offers an almost flat terrain at the front with gentle slope starting towards the mid section of the land. You can build a home with a walk out basement and have a nice flat driveway and parking with easy access to the house.South

  K.T. LYNN WINTERGREEN REALTY, LLC

  25 Stony Cove Ln, Roseland, VA 22967
• 

  

  /31

  $260,000 Sold Mar 28, 2025

  • 1,046 Sq Ft
  • $249/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  641 White Oak Condos, Wintergreen, VA 22967

  RENOVATED AND MOVE IN READY... , IMMACULATE END UNIT TOWNHOME has HIGH End Finishes and Furnishings and is waiting on its new owners! Ask for the long list of improvements (2017-2019) and furnishings! TURN KEY FURNISHED! Thoughtfully renovated Kitchen w/Granite, Built in Cabintry,( large pantry,lazy susan corner, pullouts) SS Appliances, Recessed Lighting, Two Bedrooms, Two Full Baths with

  Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

  641 White Oak Condos, Wintergreen, VA 22967
• 

  

  /38

  Est $547,446 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,371 Sq Ft

  1095 Devils Knob Loop, Roseland, VA 22967

  1095 Devils Knob Loop, Roseland, VA 22967
• 

  

  /7

  $39,975

  • Land
  • 0.37 Acre
  • $108,041 per Acre

  455 Laurel Springs Dr, Wintergreen Resort, VA 22967

  Nice wooded homesite on Laurel Springs Dr. Ideal location for those outdoor enthusiasts and those searching for some peace and quiet away from the hustle and bustle. Just a short walk to the multiple Appalachian Trail access points and to the Shamokin Springs Gorge. Slightly elevated from the street makes an ideal building site. Make your mountain home vision a reality. Act now.

  Robert Craig WINTERGREEN REALTY, LLC

  455 Laurel Springs Dr, Wintergreen Resort, VA 22967
• 

  

  /44

  $565,000 Sold Mar 28, 2025

  • 1,992 Sq Ft
  • $284/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  298 E Catoctin Dr, Roseland, VA 22967

  This charming craftsman style sits on the 14th hole of the Devils Knob golf course. The open floor plan is ideal for entertaining. With 3 bedrooms, 2.5 baths and a large den/bunk room there is ample room for friends and family. Built by the well regarded Solid Rock Properties the quality is evident throughout. Take a stroll to the 14th tee box and enjoy beautiful sunsets. Wintergreen Resort

  Ben Holmes WINTERGREEN REALTY, LLC

  298 E Catoctin Dr, Roseland, VA 22967
• 

  

  /46

  Est $442,745 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,590 Sq Ft

  37 Marble Ln, Wintergreen Resort, VA 22967

  37 Marble Ln, Wintergreen Resort, VA 22967
• 

  

  /23

  $49,900

  • Land
  • 0.4 Acre
  • $124,750 per Acre

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967

  Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  TBD Shamokin Springs Trail, Wintergreen Resort, VA 22967
• 

  

  /41

  $395,000 Sold Mar 28, 2025

  • 1,350 Sq Ft
  • $293/SF
  • 11 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  3206 N Ridge Condos, Wintergreen, VA 22958

  Experience Mountain Living at Its Finest! Don’t miss this 3-bedroom, 3-bath condo, perfectly situated for the 2025 ski season. Nestled in the heart of the Blue Ridge Mountains, this property boasts breathtaking mountain, valley, and sunset views year-round. Relax on the spacious deck while soaking in the scenery and fresh mountain air. Inside, the condo features a bright and open floor plan

  Myra Beams REAL BROKER LLC

  3206 N Ridge Condos, Wintergreen, VA 22958
• 

  

  /43

  Est $690,701 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  26 High Pasture Ln, Roseland, VA 22967

  26 High Pasture Ln, Roseland, VA 22967
• 

  

  /23

  $49,900

  • Land
  • 0.4 Acre
  • $124,750 per Acre

  TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967

  Fantastic wooded homesite with some winter views in Chestnut Springs near the Chestnut Springs Pool & Park, Laurel Springs overlook, and tennis & pickleball facilities. Just a quick jaunt to Fire & Frost, Devils Knob Grill, and Wintergarden pool & spa. Gentle slope allows for easy driveway access and walkout basement. Listen for babbling creek and peace & quiet!

  Michael Gaffney COMPASS-CHARLOTTESVILLE

  TBD Shamokin Springs Trail Unit 155 CHESTNUT SPRINGS, Wintergreen Resort, VA 22967
• 

  

  /65

  $160,000 Sold Mar 27, 2025

  • 398 Sq Ft
  • $402/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2023

  21 1 2 Old Stoney Creek Rd, Nellysford, VA 22958

  Off Grid Tiny Home on 4.5 Acres near Wintergreen Resort. NO HOA!! Fully functional 2 Bedroom 1 Bath SMART Custom Built 2023 Tiny Home! Live off grid and enjoy all the modern lifestyle comforts. If desired; quotes to have Electric, Water & Sewer total approx $25k. Live comfortably NOW AS IS; or have Septic & Well installed...property is staked and approved for 4 Bed 2 Full Bath dwelling(s)-

  Candice van der Linde YES REALTY PARTNERS

  21 1 2 Old Stoney Creek Rd, Nellysford, VA 22958
• 

  

  /40

  Est $253,288 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  14 Briarwood Ln, Roseland, VA 22967

  14 Briarwood Ln, Roseland, VA 22967
• 

  

  /38

  $199,500

  • Land
  • 0.75 Acre
  • $266,000 per Acre

  7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967

  One of the best large home-sites on the mountain at Wintergreen. It is the combination of two lots on the corner of Laurel Springs and Wolf Trap Lane. The lots back onto open space and are a short walk across the street to George Washington National Forest. It is a great building site with good seasonal views of Shamokin Gorge and surrounding mountains and the Rockfish Valley. Very nice permanent

  Tim Merrick WINTERGREEN REALTY, LLC

  7 & 23 Wolftrap Ln, Wintergreen Resort, VA 22967
• 

  

  /4

  $34,500 Sold Mar 27, 2025

  • Land
  • 0.48 Acre
  • $71,875 per Acre

  • 361 Days On Market

  671 Shamokin Springs Trail, Roseland, VA 22967

  Enjoy beautiful 180 degree seasonal (6 months of the year) mountain and sunrise views from this easy to build on homesite. Gently sloping terrain from the street down, perfect for a home with a walk-out basement. The property to the right is already developed and features a double size lot so there is plenty of privacy from the neighbor on this side. Several access points to hiking trails as

  Dima Holmes WINTERGREEN REALTY, LLC

  671 Shamokin Springs Trail, Roseland, VA 22967
• 

  

  /70

  Est $717,315 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,235 Sq Ft

  10 N Rock Tree Ln, Wintergreen Resort, VA 22967

  10 N Rock Tree Ln, Wintergreen Resort, VA 22967
• 

  

  /13

  $49,900

  • Land
  • 0.14 Acre
  • $356,429 per Acre

  421 Blackrock Dr Unit 17, Wintergreen Resort, VA 22967

  Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

  Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

  421 Blackrock Dr Unit 17, Wintergreen Resort, VA 22967
• 

  

  /68

  $487,500 Sold Mar 26, 2025

  • 2,304 Sq Ft
  • $212/SF
  • 3 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1983

  274 Laurel Springs Dr, Wintergreen Resort, VA 22967

  This attractive home has 3 master bedrooms, each with its own bath. One bedroom and bath is on the first floor main level and two upstairs. It is well built by one of the areas best builders and is located on the 7th green of Wintergreen's Devils Knob Golf Course. It is close to tennis, the Wintergreen Spa, and the Devil's Grill. Cross country ski on the course in the winter and golf in the

  Tim Merrick WINTERGREEN REALTY, LLC

  274 Laurel Springs Dr, Wintergreen Resort, VA 22967
• 

  

  /66

  Est $227,561 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 954 Sq Ft

  2108 Fairway Woods, Wintergreen Resort, VA 22967

  2108 Fairway Woods, Wintergreen Resort, VA 22967

Showing Results 201 - 240, Page 6 of 18